US1929868A - Cellulose derivative having alpha strong affinity for acid dyestuffs, and alpha process of making same - Google Patents
Cellulose derivative having alpha strong affinity for acid dyestuffs, and alpha process of making same Download PDFInfo
- Publication number
- US1929868A US1929868A US513456A US51345631A US1929868A US 1929868 A US1929868 A US 1929868A US 513456 A US513456 A US 513456A US 51345631 A US51345631 A US 51345631A US 1929868 A US1929868 A US 1929868A
- Authority
- US
- United States
- Prior art keywords
- alpha
- strong affinity
- cellulose derivative
- making same
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/22—Effecting variation of dye affinity on textile material by chemical means that react with the fibre
- D06P5/225—Aminalization of cellulose; introducing aminogroups into cellulose
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/916—Natural fiber dyeing
- Y10S8/918—Cellulose textile
Definitions
- the invention relates to the production of new textile from cellulose having a strong affinity for acid dyestuffs and comprises the process of making these textiles, as well as the new textile themselves.
- alkali xanthates with mild oxidation agents or with compounds, such as, for example phosgene, thiophosgene, sulfur chloride, chlorocarbonic esters, acetyl chloride, or the like, the xanthate is converted into bodies which twice contain the residue of the dithiocarbonic acid, it may be in the manner of an anhydride.
- Example 1 parts of cotton are impregnated with an alcoholic solution of 15 per cent. strength ⁇ of caustic potash, then centrifuged or pressed to expel the solution and treated for 48 hours, in 800 parts of carbon bisulfide. The whole is then acidified by means of 10 parts of acetic acid and so much iodine in carbon bisulfide is added gradually that the brownish-red color produced in the solution no longer disappears. After 1 hour the product is washed, pressed and treated in an aqueous solution of 10 per cent.
- Example 2 10 parts of cotton are impregnated with an alcoholic solution of 15 per cent. strength of caustic potash, freed from-excess of the solution and treated for 48 to '72 hours in carbon bisulfide. There is then added a solution of phosgene (prepared by dissolving 5-10 parts of phosgene in carbon bisulfide in the cold), whilst continuously moving the material, and preferably whilst maintaining a temperature below 8 C. The progress of the reaction is indicated by evolution of a small quantity of gas. After half an hour the fiber is rinsed in warm water and then treated for 2-6 hours at the temperature of the boiling waterbath with an aqueous solution of 10 per cent. strength of piperazine. It is then thoroughly washed and dried.
- phosgene prepared by dissolving 5-10 parts of phosgene in carbon bisulfide in the cold
- a like product is obtained by using instead of phosgene, chlorocarbonic ester and increasing the duration of the treatment with this agent, for example to 24 hours.
- Cotton is printed locally with a thickening consisting of 40 cc. of caustic soda solution of 36 B. and60 grams of British gum 1:1 and then immersed for 48 hours in carbon bisulfide.
- the material is then further treated in the manner described in any of the foregoing examples first. either with iodine in presence of dilute acetic acid, or with sulfur chloride, phosgene or. the like, and thereafter with an aqueous solution of piperazine. At the places which have been treated the cotton is dyed intensely and fast by means of acid dyestuffs.
- Example 5 Cotton which has been treated as described in one of the foregoing examples is dyed in a bath containing 3 per cent. of tartrazine or Kiton red G and 3 per cent. of acetic acid of 10 per cent. strength (all calculated on the weight of the fiber).
- the goods are entered at 30-40 C., the bath is heated to boiling and dyeing continued for hour.
- the dye-bath is exhausted completely in a short time.
- the dyeings are characterized by good fastness to water and washing.
- modified cellulosic textiles consisting of the reaction product having the probable formula s C-O-(CuHoOO R N/ ⁇ NH where R stands for an alkylene group, which texm5 tiles show the original fibrous structure of unmodified cellulosic textiles and possess ailinity for acid and direct dyestufi's.
- the modified cellulosic textiles consisting of the reaction product having the probable formula no CO(CaH904) CH2-CH NH 3115 onhom which textiles show the original fibrous structure of unmodified cellulosic textiles and possess affinity for acid and direct dyestuffs.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
Patented Oct. 10, 1933 UNITED STATES CELLUhOSE DERIVATIVE HAVING A STRONG AFFINITY FOR ACID DYESTUFFS, AND A PROCESS OF MAKING SAME Robert Haller, Riehen, near Basel, and Alphonse Heckendorn, Basel, Switzerland, assignors to firm Society of Chemical Industry in Basle,
Basel, Switzerland No Drawing. Application February 4, 1931, Serial No. 513,456, and in Switzerland February 11,
7 Claims.
The invention relates to the production of new textile from cellulose having a strong affinity for acid dyestuffs and comprises the process of making these textiles, as well as the new textile themselves.
It is known that by treating alkali xanthates with mild oxidation agents or with compounds, such as, for example phosgene, thiophosgene, sulfur chloride, chlorocarbonic esters, acetyl chloride, or the like, the xanthate is converted into bodies which twice contain the residue of the dithiocarbonic acid, it may be in the manner of an anhydride. 1
It has now been found that by treating cellulose with alkali and carbon disulfide and then with the above named reagents, preferably in the presence of an excess of carbon disulphide as a medium for the reaction, and then converting the products thus formed with diamines of aliphatic character, new cellulose derivatives are obtained, which, while retaining the original fibrous structure, contain sulfur and nitrogen, andpossess a strong aiiinity for acid and direct dyestufis.
As parent material for, the manufacture of the cellulose-xanthates or cellulose xanthate derivatives there come chiefly into question the loose or spun cotton, or the like.
The following examples illustrate the invention, the parts being by weight:-
" Example 1 parts of cotton are impregnated with an alcoholic solution of 15 per cent. strength \of caustic potash, then centrifuged or pressed to expel the solution and treated for 48 hours, in 800 parts of carbon bisulfide. The whole is then acidified by means of 10 parts of acetic acid and so much iodine in carbon bisulfide is added gradually that the brownish-red color produced in the solution no longer disappears. After 1 hour the product is washed, pressed and treated in an aqueous solution of 10 per cent. strength of piperazine or diethylethylenediamine, to which some hydrosulfite may be added, for 412 hours on the for example benzoyl peroxide, para-toluenesu1 fodichloramine (peractivine), amyl nitrite, or oxides of nitrogen.
Example 2 Example 3 10 parts of cotton are impregnated with an alcoholic solution of 15 per cent. strength of caustic potash, freed from-excess of the solution and treated for 48 to '72 hours in carbon bisulfide. There is then added a solution of phosgene (prepared by dissolving 5-10 parts of phosgene in carbon bisulfide in the cold), whilst continuously moving the material, and preferably whilst maintaining a temperature below 8 C. The progress of the reaction is indicated by evolution of a small quantity of gas. After half an hour the fiber is rinsed in warm water and then treated for 2-6 hours at the temperature of the boiling waterbath with an aqueous solution of 10 per cent. strength of piperazine. It is then thoroughly washed and dried.
A like product is obtained by using instead of phosgene, chlorocarbonic ester and increasing the duration of the treatment with this agent, for example to 24 hours.
Ervample 4 Cotton is printed locally with a thickening consisting of 40 cc. of caustic soda solution of 36 B. and60 grams of British gum 1:1 and then immersed for 48 hours in carbon bisulfide.
The material is then further treated in the manner described in any of the foregoing examples first. either with iodine in presence of dilute acetic acid, or with sulfur chloride, phosgene or. the like, and thereafter with an aqueous solution of piperazine. At the places which have been treated the cotton is dyed intensely and fast by means of acid dyestuffs.
Example 5 Cotton which has been treated as described in one of the foregoing examples is dyed in a bath containing 3 per cent. of tartrazine or Kiton red G and 3 per cent. of acetic acid of 10 per cent. strength (all calculated on the weight of the fiber). The goods are entered at 30-40 C., the bath is heated to boiling and dyeing continued for hour. The dye-bath is exhausted completely in a short time. The dyeings are characterized by good fastness to water and washing.
What we claim is:
'1. The manufacture of new cellulosic textiles which have conserved the original structure of the fiber, contain sulfur and nitrogen, and have a strong affinity for acid dyestuffs without prejudice to their affinity for direct dyestufis, consisting in treating textiles consisting of cellulose xanthates, in the presence of carbon disulfide, with such agents which are capable of linking together two cellulose xanthogenate molecules, and then converting the products thus formed with diarnines of aliphatic character.
2. The manufacture of new cellulosic textiles which have conserved the original structure of the fiber, contain sulfur'and nitrogen, and have a strong afinity for acid dyestuffs without prejudice to their amnity for direct dyestuffs, consisting in treating textiles consisting of cellulose xanthates with phosgene, in the presence of carbon disulfide, and then converting the products thus formed with diarnines of aliphatic character.
3. The manufacture of new cellulosic textiles which have conserved the original structure of the such reactive agents which are capable of linking together two cellulose xanthogenate molecules, and then converting the products thus formed with diamines of aliphatic character, which prodaliphatic character which is linked by a nitrogen atom to the carbon atom, which textiles show the original fibrous structure oi unmodified cellulosic textiles and possess afilnity for acid and direct dyestufis. 05
6. The modified cellulosic textiles consisting of the reaction product having the probable formula s C-O-(CuHoOO R N/ \NH where R stands for an alkylene group, which texm5 tiles show the original fibrous structure of unmodified cellulosic textiles and possess ailinity for acid and direct dyestufi's.
'7. The modified cellulosic textiles consisting of the reaction product having the probable formula no CO(CaH904) CH2-CH NH 3115 onhom which textiles show the original fibrous structure of unmodified cellulosic textiles and possess affinity for acid and direct dyestuffs. 0
ROBERT R. ALPHONSE momnnoan.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1929868X | 1930-02-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1929868A true US1929868A (en) | 1933-10-10 |
Family
ID=4566820
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US513456A Expired - Lifetime US1929868A (en) | 1930-02-11 | 1931-02-04 | Cellulose derivative having alpha strong affinity for acid dyestuffs, and alpha process of making same |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1929868A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2784107A (en) * | 1951-12-13 | 1957-03-05 | Courtaulds Ltd | Production of artificial filaments, threads and the like |
| US2810658A (en) * | 1954-08-16 | 1957-10-22 | Du Pont | Process for spinning modified viscose solution |
| US2941892A (en) * | 1955-01-31 | 1960-06-21 | Atlas Powder Co | Spinning of viscose |
-
1931
- 1931-02-04 US US513456A patent/US1929868A/en not_active Expired - Lifetime
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2784107A (en) * | 1951-12-13 | 1957-03-05 | Courtaulds Ltd | Production of artificial filaments, threads and the like |
| US2810658A (en) * | 1954-08-16 | 1957-10-22 | Du Pont | Process for spinning modified viscose solution |
| US2941892A (en) * | 1955-01-31 | 1960-06-21 | Atlas Powder Co | Spinning of viscose |
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